Diethyl Ether → HCID 59526011, compound

HRID 385928Notes

Reaction equation

HRID 385928 reaction equation
C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][C:9]([O:11][CH3:12])=[O:10].[Br:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]2[CH:21]=[N:22][NH:23][CH:24]=2)[N:15]=1.C(OCC)C>C(#N)C.O>[CH3:12][O:11][C:9](=[O:10])[CH2:8][N:22]1[CH:21]=[C:20]([C:16]2[CH:17]=[CH:18][CH:19]=[C:14]([Br:13])[N:15]=2)[CH:24]=[N:23]1

Participants

7

Reactant 4

HCID 3283Diethyl EtherHCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 59526306HCID 59526306, compound

Product 1

HCID 59526011HCID 59526011, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

Potassium Carbonate (740 mg, 5.36 mmol), methyl bromoacetate (0.37 mL, 4.02 mmol) and 2-bromo-6-(1H-pyrazol-4-yl)pyridine (Example 398, Step 1) were taken up in acetonitrile. The mixture was heated at 70° C. for 72 hours. It was then poured into 300 mL diethyl ether and 50 mL water. The organic layer was separated, dried over magnesium sulfate, filtered, and concentrated to yield the title compound.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-0efa27e1e20b4defaa721933fc6c5c7c
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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